Benzimidazole → Ethyl-3-(benzimidazol-1-yl)propanoate

HRID 7126

반응식

HRID 7126 반응식
[CH2:1]([O:3][C:4](=[O:8])[CH2:5][CH2:6]Br)[CH3:2].[N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:1]([O:3][C:4](=[O:8])[CH2:5][CH2:6][N:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[N:11]=[CH:10]1)[CH3:2]

참가 물질

5

반응물 3

HCID 5798BenzimidazoleHCID 11430Potassium CarbonateHCID 68320Ethyl 3-bromopropionate

생성물 1

HCID 15878098Ethyl-3-(benzimidazol-1-yl)propanoate수율 91%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Ethyl-3-bromopropanoate (1.29 g, 7.1 mmol), benzimidazole (0.70 g, 5.9 mmol), and potassium carbonate (2.44 g, 17.7 mmol) were combined in anhydrous acetonitrile (60 mL) and heated to reflux for 3 days. Aqueous work-up gave ethyl-3-(benzimidazol-1-yl)propanoate (1.17 g, 91%). 1H NMR (CDCl3) δ 2.02 (s, 3H), 2.26 (m, 2H), 4.10 (t, 2H, J=6 Hz), 4.30 (t, 2H, J=6 Hz), 7.28 (br, 2H), 7.33 (br, 1H), 7.84 (br, 1H), 7.94 (br, 1H), 7.60 (br, 1H).

후처리

  1. temperatureheated
  2. temperatureto reflux for 3 days

출처 및 근거

ORD 기록
ord-2168bdfd01ef43e599b82ce28d951c97
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084155B2

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